94943-13-2Relevant articles and documents
α-HYDROXYDIHYDROCHALCONES AND RELATED 1,3-DIARYLPROPAN-2-ONES FROM XANTHOCERCIS ZAMBESIACA
Bezuidenhout, S. Catherine,Bezuidenhoudt, Barend C. B.,Ferreira, Daneel
, p. 2329 - 2334 (2007/10/02)
Key Word Index-Xanthocercis zambesiaca; Leguminosae; 7,8-dioxyisoflavonoids; α-hydroxydihydrochalcones; 1,3-diarylpropan-2-ones.Abstract-In addition to some previously described 7,8-dioxy-isoflavonoids and 2-benzylbenzofuran-3(2H)-ones the heartwood of Xanthocercis zambesiaca has been shown to contain 7,8,3'-trihydroxy-4'-methoxyisoflavone.These are accompained by the novel α,3,4,4'-tetrahydroxy-2'-methoxydihydrochalcone and its 3-deoxy analogue, the latter of which presumably served as biogenetic precursor for the unique 1-hydroxy-3-(4-hydroxyphenyl)-1-(4-hydroxy-2-methoxyphenyl) propan-2-one and its 1-deoxy analogue.Such possible biosynthetic relationship was demonstrated by the facile in vitro transformations of the appropriate α-hydroxydihydrochalcone into the different 1,3-diarylpropan-2-ones.
A Novel α-Hydroxydihydrochalcone from the Heartwood of Pterocarpus angolensis D.C.: Absolute Configuration, Synthesis, Photochemical Transformations, and Conversion into α-Methyldeoxybenzoins
Bezuidenhoudt, Barend C. B.,Brandt, E. Vincent,Roux, David G.
, p. 263 - 269 (2007/10/02)
The absolute configuration of (αR)-α,2'-dihydroxy-4,4'-dimethoxydihydrochalcone from the heartwood of Pterocarpus angolensis D.C. is established.Its structure is substantiated by synthesis and by photochemical conversion of its α-O-tosyl derivative into an α-tosyloxymethyldeoxybenzoin and hence to the α-methyldeoxybenzoin analogue.The photochemical step also leads, amongst others, to α-hydroxymethyldeoxybenzoin, β-hydroxydihydrochalcone, and 2-benzylbenzofuran-3-one analogues depending on the conditions the photolysis.